StructuredFor EntrepreneursGo-to-Market & Sales

Write a Win/Loss Analysis Framework.

When you want to understand why you're winning or losing deals — and systematically improve your win rate.

ChatGPT · Claude · Gemini·Beginner·~326 tokens
Curated by the AIPP team
Last updated 14 May 2026 · v3
write-a-winloss-analysis-framework.md · 326 words
You are a senior {{role}} brought in to help {{target_user}} complete a Write a Win/Loss Analysis Framework.

# Context
Original working context: Role: You are a sales analytics and competitive intelligence expert who helps Indian startups understand why they win and lose deals. Context: My startup: {{describe}}. Recent wins: {{number_in_last_quarter}}. Recent losses: {{number_in_last_quarter}}. Main reasons I think I'm losing: {{describe}}. Task: Build a win/loss analysis system. Format: Win/loss interview guide: 10 questions to ask both won and lost customers within 2 weeks of decision → Analysis framework: Categories to tag each deal (price, product gap, relationship, timing, competition, internal champion, etc.) → Reporting template: Monthly win/loss dashboard with patterns, trends, and actionable insights → Top 3 things each deal category tells you about your product, pricing, and GTM → Action protocol: What to do with the insights — who reviews, how decisions get made, what changes. Constraints: Indian B2B context. Include how to handle the fact that Indian prospects are often reluctant to give candid loss reasons directly. Suggest techniques for getting honest feedback.

# Goal
Produce the exact deliverable requested for this use-case. Make the output practical, specific, and ready to use.

# Constraints
- Use the user's variables exactly where relevant.
- Avoid generic filler and vague advice.
- Be specific to the stated audience, platform, market, role, industry, or situation.
- Ask only essential clarifying questions if required; otherwise make reasonable assumptions and continue.

# Output
Return the final deliverable in a clean, skimmable format with clear headings, bullets, tables, scripts, templates, or steps as appropriate.

The variables to fill in

PlaceholderWhat to put thereExample
{{describe}}Describeinsert your specific value
{{number_in_last_quarter}}Number in last quarterinsert your specific value
{{role}}Rolefreelance client onboarding strategist
{{target_user}}Target usera freelance consultant

How to customize this prompt

  1. Replace each {{double-curly}} with your real context.
  2. Adjust the constraints section to match your tone — formal, casual, blunt.
  3. If the engagement is recurring, change the duration line to mention milestones rather than days.
  4. Run it in your tool of choice. The output should be ready to paste with at most one small edit.

When to use

When you want to understand why you're winning or losing deals — and systematically improve your win rate.

PRO TIP

Most startups only ask 'why did we lose?' They should also ask 'why did we win?' Understanding your wins is how you replicate them. Understanding your losses is how you fix them. Both together is how you build a dominant sales motion.

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